Ethyl-vinyl-phosphinsaeure-butylester | 4472-28-0

• 分子结构分类: 有机化合物 - 有机磷化合物
• 英文名称: Ethyl-vinyl-phosphinsaeure-butylester
• 英文别名: ethyl-vinyl-phosphinic acid butyl ester；Aethyl-vinyl-phosphinsaeure-butylester；1-[Ethenyl(ethyl)phosphoryl]oxybutane；1-[ethenyl(ethyl)phosphoryl]oxybutane
• CAS: 4472-28-0
• 化学式: C₈H₁₇O₂P
• 分子量: 176.196
• InChiKey: ZREMOGCKQAAOPB-UHFFFAOYSA-N

物化性质

• 沸点：
  68.5-69 °C(Press: 2 Torr)
• 密度：
  0.9724 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2931900090

反应信息

• 作为产物：
  描述：

  vinylphosphinic acid dibutyl ester 、 碘乙烷 在 对苯二酚 作用下， 以 甲苯 为溶剂， 生成 Ethyl-vinyl-phosphinsaeure-butylester
  参考文献：
  名称：

  Kabachnik,M.I. et al., Journal of general chemistry of the USSR, 1962, vol. 32, p. 3288 - 3296

  摘要：

  DOI：

文献信息

• ORGANOPHOSPHORUS COMPOUND AND FLAME RETARDANT AGENT COMPRISING SAME, AND METHOD FOR PRODUCING ORGANOPHOSPHORUS COMPOUND
  申请人：Maruzen Petrochemical Co., Ltd.

  公开号：US20200270288A1

  公开（公告）日：2020-08-27

  An object is to provide a novel organophosphorus compound which can impart flame retardancy to an amorphous resin in a smaller addition amount without deteriorating heat resistance and transparency, and also can be applied to a wide range of resins, a flame retardant containing the same, and a method for producing an organophosphorus compound. An organophosphorus compound represented by the following general formula (1) (wherein R 1 and R 2 are independently hydrogen, an alkyl group having 1 to 15 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, or an alkylaryl group having 7 to 15 carbon atoms, R 3 and R 4 are independently an alkyl group having 1 to 15 carbon atoms, an aryl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 15 carbon atoms, an alkylaryl group having 7 to 15 carbon atoms, an alkoxy group having 1 to 15 carbon atoms, an aryloxy group having 6 to 12 carbon atoms, an aralkyloxy group having 7 to 15 carbon atoms, or an alkylaryloxy group having 7 to 15 carbon atoms, provided that R 3 and R 4 may be bound to each other to form a ring, and m and n are independently 1, 2, 3 or 4), a flame retardant containing the same, and a method for producing an organophosphorus compound.

  提供一种新型有机磷化合物，可以在较小的添加量下赋予无定形树脂阻燃性能，而不会降低耐热性和透明性，同时也可以应用于广泛范围的树脂中，包括含有相同化合物的阻燃剂，以及一种生产有机磷化合物的方法。所述有机磷化合物由以下通用式(1)表示（其中R1和R2分别为氢、具有1至15个碳原子的烷基基团、具有6至12个碳原子的芳基基团、具有7至15个碳原子的芳基烷基基团或具有7至15个碳原子的烷基芳基基团，R3和R4分别为具有1至15个碳原子的烷基基团、具有6至12个碳原子的芳基基团、具有7至15个碳原子的芳基烷基基团、具有7至15个碳原子的烷基芳基基团、具有1至15个碳原子的烷氧基、具有6至12个碳原子的芳氧基、具有7至15个碳原子的芳基烷氧基或具有7至15个碳原子的烷基芳氧基，其中R3和R4可以结合形成环，m和n分别为1、2、3或4），包含相同化合物的阻燃剂，以及一种生产有机磷化合物的方法。
• METHOD FOR PRODUCING ALKENYL PHOSPHORUS COMPOUND
  申请人：MARUZEN PETROCHEMICAL CO., LTD.

  公开号：US20190263847A1

  公开（公告）日：2019-08-29

  Provided is a method for producing an alkenyl phosphorus compound which can produce an alkenyl phosphorus compound efficiently even with a smaller amount of a catalyst used than that used conventionally, and further which can maintain catalytic activity to produce an alkenyl phosphorus compound in high yield even at a larger reaction scale, and which can also be applied to quantity synthesis at an industrial scale using a conventional batch reactor or continuous reactor. A method for producing an alkenyl phosphorus compound, comprising: a step of reacting a compound represented by the following formula (1): [In formula (1), R 1 represents OR 3 or R 3 , R 2 represents OR 4 or R 4 , and R 3 and R 4 represent, for example, each independently a substituted or unsubstituted alkyl group.] with a compound represented by the following formula (2): R 5 —C≡CH  (2) [In formula (2), R 5 represents, for example, a hydrogen atom, or a substituted or unsubstituted alkyl group.] to produce the phosphorus alkenyl compound presented by at least any of the following formulas (3a) or (3b): [In formulas (3a) and (3b), R 1 and R 2 have the same meaning as defined in formula (1), and R 5 has the same meaning as defined in formula (2).], In which the compound represented by formula (1) is reacted with the compound represented by formula (2) using a transition metal catalyst, and a phosphorus oxo acid compound having an intramolecular P—H bond.

  提供的是一种生产烯基磷化合物的方法，该方法即使使用的催化剂量比传统方法少，也能高效地生产烯基磷化合物，而且能够在更大的反应规模下保持催化活性，以高收率生产烯基磷化合物，并且还可以在传统的批量反应器或连续反应器中进行工业规模的量产合成。 生产烯基磷化合物的方法包括以下步骤： 将以下式（1）所表示的化合物与以下式（2）所表示的化合物反应： 式（1）中，R1代表OR3或R3，R2代表OR4或R4，R3和R4例如各自独立地代表取代或未取代的烷基基团。 式（2）中，R5例如代表氢原子，或代表取代或未取代的烷基基团。 从而产生至少以下任一式（3a）或（3b）所表示的磷烯烃化合物： 式（3a）和（3b）中，R1和R2的含义与式（1）中定义的相同，R5的含义与式（2）中定义的相同。 其中，使用过渡金属催化剂和具有分子内P-H键的磷氧酸化合物使式（1）所表示的化合物与式（2）所表示的化合物反应。
• Process for Preparing Mono-Allyl-Functionalized Dialkylphosphinic Acids, Salts and Esters Thereof With Allylic Compounds, and the Use Thereof
  申请人：Hill Michael

  公开号：US20110213080A1

  公开（公告）日：2011-09-01

  The invention relates to a process for preparing mono-allyl-functionalized dialkylphosphinic acids, esters and salts with allylic compounds, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to give an alkylphosphonous acid, or salt or ester thereof (II), b) the alkylphosphonous acid, or salt or ester thereof (II) thus formed is reacted with allylic compounds of the formula (V) in the presence of a catalyst B and of a base to give a mono-allyl-functionalized dialkylphosphinic acid derivative (III), where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 are the same or different and are each independently, inter alia, H, C 1 -C 18 -alkyl, C 6 -C 18 -aryl, C 6 -C 18 -aralkyl, C 6 -C 18 -alkylaryl, and X is H, C 1 -C 18 -alkyl, C 6 -C 18 -aryl, C 6 -C 18 -aralkyl, C 6 -C 18 -alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonated nitrogen base, and the catalysts A and B are transition metals and/or transition metal compounds and/or catalyst systems which are composed of a transition metal and/or a transition metal compound and at least one ligand.

  本发明涉及一种用烯烃化合物制备单烯丙基功能化二烷基膦酸、酯和盐的过程，其特征在于：a）在催化剂A的存在下，将膦酸源（I）与烯烃（IV）反应，得到烷基膦酸、盐或酯（II）；b）在催化剂B和碱的存在下，将所得的烷基膦酸、盐或酯（II）与公式（V）的烯丙基化合物反应，得到单烯丙基功能化二烷基膦酸衍生物（III），其中R1、R2、R3、R4、R5、R6、R7、R8、R9相同或不同，每个独立地是H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X是H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化氮碱，催化剂A和B是过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成的催化剂体系。
• Method for Producing Mono-Aminofunctionalized Dialkylphosphinic Acids and Esters and Salts Thereof and Use Thereof
  申请人：Hill Michael

  公开号：US20110213061A1

  公开（公告）日：2011-09-01

  The invention relates to a method for producing mono-aminofunctionalized dialkylphosphinic acids and esters and salts thereof, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) to yield an alkylphosphonic acid, salt or ester (II) thereof in the presence of a catalyst A, b) the thus obtained alkylphosphonic acid, salt or ester (II) thereof is reacted with acetylenic compounds of formula (V) to yield a mono-functionalized dialkylphosphinic acid derivative (VI) in the presence of a catalyst B, and c) the thus obtained mono-functionalized dialkylphosphinic acid derivative (VI) is reacted with a hydrogen cyanide source to yield a mono-functionalized dialkylphosphinic acid derivative (VII) in the presence of a catalyst C, and d) the thus obtained mono-functionalized dialkylphosphinic acid derivative (VII); is reacted to yield a mono-aminofunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst D or a reduction agent, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 are the same or different and stand independently of each other, among other things, for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl, and X stands for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonized nitrogen base, and Y stands for a mineral acid, a carboxylic acid, a Lewis acid or an organic acid, n=0 to 4 and the catalysts A, B, C and D are formed by transition metals, transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand.

  本发明涉及一种生产单氨基功能化二烷基膦酸和酯及其盐的方法，其特征在于：a）在催化剂A的存在下，将膦酸源（I）与烯烃（IV）反应，得到烷基膦酸盐或酯（II）；b）在催化剂B的存在下，将所得的烷基膦酸盐或酯（II）与式（V）的乙炔化合物反应，得到单官能化的二烷基膦酸衍生物（VI）；c）在催化剂C的存在下，将所得的单官能化的二烷基膦酸衍生物（VI）与氰化氢源反应，得到单官能化的二烷基膦酸衍生物（VII）；d）在催化剂D或还原剂的存在下，将所得的单官能化的二烷基膦酸衍生物（VII）反应，得到单氨基功能化的二烷基膦酸衍生物（III）。其中，R1、R2、R3、R4、R5、R6可以相同或不同，独立地代表H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基，X代表H、C1-C18烷基、C6-C18芳基、C6-C18芳基烷基、C6-C18烷基芳基、Mg、Ca、Al、Sb、Sn、Ge、Ti、Fe、Zr、Zn、Ce、Bi、Sr、Mn、Cu、Ni、Li、Na、K和/或质子化的氮碱基，Y代表矿酸、羧酸、Lewis酸或有机酸，n=0至4，催化剂A、B、C和D由过渡金属、过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成的催化剂体系形成。
• Method for Producing Mono-Carboxyfunctionalized Dialkylphosphinic Acids and Esters and Salts Thereof by means of Vinylenes-Nitriles and Use Thereof
  申请人：Hill Michael

  公开号：US20110213059A1

  公开（公告）日：2011-09-01

  The invention relates to a method for producing mono-carboxyfunctional zed dialkylphosphinic acids and esters and salts thereof by means of vinylenes/nitriles, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) to yield an alkylphosphonic acid, salt or ester (II) thereof in the presence of a catalyst A, b) the thus obtained alkylphosphonic acid, salt or ester (II) thereof is reacted with acetylenic compounds of formula (V) to yield a mono-functionalized dialkylphosphinic acid derivative (VI) in the presence of a catalyst B, and c) the thus obtained mono-functionalized dialkylphosphinic acid derivative (VI) is reacted with a hydrogen cyanide source to yield a mono-functionalized dialkylphosphinic acid derivative (VII) in the presence of a catalyst C, and d) the thus obtained monofunctionalized dialkylphosphinic acid derivative (VII); is reacted to yield a monocarboxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst D, wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 are the same or different and stand independently of each other, among other things, for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl, and X and Y are the same or different and stand independently of each other for H, C 1 -C 18 alkyl, C 6 -C 18 aryl, C 6 -C 18 aralkyl, C 6 -C 18 alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonized nitrogen base, and the catalysts A, B and C are formed by transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand, and the catalyst D is an acid or a base.

  本发明涉及一种通过使用乙烯基/腈类化合物制备单羧基取代的二烷基膦酸和酯及其盐的方法，其特征在于a）在催化剂A的存在下，将膦酸源（I）与烯烃（IV）反应，得到烷基膦酸，盐或酯（II）；b）在催化剂B的存在下，将所得的烷基膦酸，盐或酯（II）与式（V）的炔烃化合物反应，得到单功能化的二烷基膦酸衍生物（VI）；c）在催化剂C的存在下，将所得的单功能化的二烷基膦酸衍生物（VI）与氰化氢源反应，得到单功能化的二烷基膦酸衍生物（VII）；d）在催化剂D的存在下，将所得的单功能化的二烷基膦酸衍生物（VII）反应，得到单羧基取代的二烷基膦酸衍生物（III）。其中，R1，R2，R3，R4，R5，R6相同或不同且独立地代表H，C1-C18烷基，C6-C18芳基，C6-C18芳基烷基，C6-C18烷基芳基，X和Y相同或不同且独立地代表H，C1-C18烷基，C6-C18芳基，C6-C18芳基烷基，C6-C18烷基芳基，Mg，Ca，Al，Sb，Sn，Ge，Ti，Fe，Zr，Zn，Ce，Bi，Sr，Mn，Cu，Ni，Li，Na，K和/或质子化氮碱，催化剂A，B和C由过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成，催化剂D是酸或碱。